2-Ethoxyethyl cyanoacetate → 2-Propenoic acid, 2-cyano-, 2-butoxyethyl ester

HRID 2058994Notes

Reaction equation

HRID 2058994 reaction equation
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:5])#[N:2].[C:14]([CH2:16][C:17]([O:19]CCOCC)=[O:18])#[N:15]>>[C:1]([C:3](=[CH2:14])[C:4]([O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:5])#[N:2].[C:14]([C:16](=[CH2:1])[C:17]([O-:19])=[O:18])#[N:15]

Participants

4

Reactant 2

HCID 1229672-Ethoxyethyl cyanoacetateHCID 221289732-Butoxyethyl cyanoacetate

Product 2

HCID 116728592-Propenoic acid, 2-cyano-, 2-butoxyethyl esterHCID 212263982-Cyanoacrylate

Procedure

2-Butyloxyethyl 2-cyanoacrylate was prepared in the same manner as in Example 1, except that butyloxyethyl 2-cyanoacetate was substituted for the 2-ethoxyethyl cyanoacetate. The 2-cyanoacrylate obtained contained 400 ppm. of moisture, 0.05% of 2-butyloxyethyanol and 0.3% of 2-butyloxyethyl cyanoacetate. To the above 2-cyanoacrylate was added 20 ppm. of SO2. Adhesive compositions were prepared by adding an antioxidant as shown in Table 2 to the 2-cyanoacrylate.

Sources & evidence

ORD record
ord-301a8b34de8e4e98ac7b9f35b4be1751
Source dataset
uspto-grants-1982_03
Patent number
US04321180

Reaction notes

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